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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Pleasant Valley holiday homes

Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is £212
includes taxes & fees
1 Jun - 2 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (79 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is £181
includes taxes & fees
1 Jun - 2 Jun
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Fridge, microwave, oven, stovetop

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is £193
includes taxes & fees
3 Jun - 4 Jun
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (4 reviews)
"Great host"
United States
Lindsey F.
The price is £377
includes taxes & fees
28 May - 29 May
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Iron/ironing board, WiFi, bed sheets

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is £172
includes taxes & fees
1 Jun - 2 Jun
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is £316
includes taxes & fees
28 May - 29 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (35 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is £202
includes taxes & fees
31 May - 1 Jun
The Studio at the Inn at High Falls
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is £282
includes taxes & fees
1 Jun - 2 Jun
King Bed | Private Parking | Strong WiFi
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is £244
includes taxes & fees
3 Jun - 4 Jun
Retro Retreat: renovated 2BR, desk, no chore list!
Interior

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Lake Katrine
9.8 out of 10, Exceptional, (21 reviews)
"Clean and convenient with gorgeous scenery, well accommodated. "
United States
Brian R.
The price is £307
includes taxes & fees
1 Jun - 2 Jun
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Property grounds

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
The price is £156
includes taxes & fees
8 Jun - 9 Jun
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (11 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is £183
includes taxes & fees
1 Jun - 2 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (12 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is £519
includes taxes & fees
31 May - 1 Jun
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

Luxe Historical Style - 2 FP’s & Soaking Tub

Luxe Historical Style - 2 FP’s & Soaking Tub
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is £374
includes taxes & fees
2 Jun - 3 Jun
Luxe Historical Style - 2 FP’s & Soaking Tub
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is £240
includes taxes & fees
28 May - 29 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Desk, travel cot, WiFi, bed sheets

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is £501
includes taxes & fees
1 Jun - 2 Jun
NEW: Chic Modern Barn Style Home in Fun Area
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is £420
includes taxes & fees
9 Jun - 10 Jun
"Country outside the city " 3 bedrooms 2 full bathrooms
Outdoor spa tub

Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful stay! The space was beautifully organized, with thoughtful touches and everything clearly labeled. It was spotless, the beds were incredibly comfortable, and the location was lovely. Every detail was considered, and we’re already planning our return!"
United States
Elaine V.
The price is £329
includes taxes & fees
2 Jun - 3 Jun
Peaceful Riverfront Cottage with Private Hot tub
Interior

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
The price is £389
includes taxes & fees
3 Jun - 4 Jun
Double the Fun: Two Houses, Shared Yard & Fire Pit
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is £237
includes taxes & fees
15 Jun - 16 Jun
Cozy Escape -Strong Wi-Fi -Prime Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Valley Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

6/10 Okay
"If you stay here make sure they don’t put you on the 1st floor. My family and I will never be staying at this hotel again. We were put on the 1st floor and our room floor had water coming up from the seems everywhere. I told the front desk and the man there came to see and gave me extra towels to put on the floor. It didn’t help because the towels got soaked within an hour and then were just walking on wet towels. I told the front desk that we were very upset so she said they would have management call me and they never did. Also, the shampoo dispenser in the shower was completely empty. I didn’t realize it until I was actually in the shower so it was too late to tell anyone. Very disappointing."
Teriann 1-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Pleasant Valley

Pleasant Valley Holiday Homes information

Number of reviews
282
Accommodation
408 Holiday Homes
Lowest Price
£156
Highest Price
£519